تفاعل #2447935

ord-2db630a2d6b0453983cd0312c0a9a80c

معادلة التفاعل

CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C
docetaxel
O
water
O=S(=O)([O-])[O-].O=S(=O)([O-])[O-].[Al+3].[K+]
potassium aluminum sulfate
→
CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C.O.O.O
Docetaxel trihydrate
المردود 70.0%

المتفاعلات

CC(=O)O[C@@]12CO[C@@H]1C[C@H](O)[C@@]1(C)C(=O)[C@H](O)C3=C(C)[C@@H](OC(=O)[C@H](O)[C@@H](NC(=O)OC(C)(C)C)c4ccccc4)C[C@@](O)([C@@H](OC(=O)c4ccccc4)[C@H]21)C3(C)C
docetaxel
O
water
O=S(=O)([O-])[O-].O=S(=O)([O-])[O-].[Al+3].[K+]
potassium aluminum sulfate

الكواشف

لا شيء

المذيبات

C1COCCO1
1,4-dioxane

ظروف التفاعل

درجة الحرارة
27.5°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    workup.ADDITIONwas added slowly at 25-30° C. with constant stirring
  2. 2
    ترشيحfiltered
  3. 3
    غسيلwashed with a 1:1 solution of 1,4-dioxane and demineralised water (1 ml)
  4. 4
    أخرىdried under vacuum under humid atmosphere (until the moisture content

الإجراء التجريبي

Crude docetaxel (1.0 g,) was dissolved in 1,4-dioxane (5 ml) at 25-30° C. under constant stirring. Demineralised water (7 ml) containing 0.02 g of potassium aluminum sulfate was added slowly at 25-30° C. with constant stirring. The precipitated solid was stirred for 25-30 minutes at 25-30° C., then filtered, washed with a 1:1 solution of 1,4-dioxane and demineralised water (1 ml), dried under vacuum under humid atmosphere (until the moisture content was between 5-7% by Karl Fischer method) to afford Docetaxel trihydrate in 70-90% yield

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08686165B2uspto-grants-2014_04